Interactions and Effects on Cysteine Synthase Activity of Aminooxyacetate and Boc-Aminooxyacetate on the Bioherbicides <i>Colletotrichum truncatum</i> and <i>Alternaria cassia</i> and Their Weed Hosts — Oak Academic Publishing
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Interactions and Effects on Cysteine Synthase Activity of Aminooxyacetate and Boc-Aminooxyacetate on the Bioherbicides <i>Colletotrichum truncatum</i> and <i>Alternaria cassia</i> and Their Weed Hosts
Crop Production Systems Research Unit, USDA-ARS, Stoneville, USA
,
Functional Chemicals Laboratory, Mitsui Chemicals, Chiba, Japan
,
Biological Control of Pests Research Unit, USDA-ARS, Stoneville, USA
1 Crop Production Systems Research Unit, USDA-ARS, Stoneville, USA
2 Functional Chemicals Laboratory, Mitsui Chemicals, Chiba, Japan
3 Biological Control of Pests Research Unit, USDA-ARS, Stoneville, USA
Aminooxyacetate (AOA) is a pyridoxal phosphate antagonist that inhibits various plant enzymes (including transaminases) which require pyridoxal phosphate as a cofactor and it exhibits phytotoxic and herbicidal properties. We examined AOA and its analog, N - t -butoxycarbonyl-AOA (Boc-AOA) for phytotoxicity, interactions with weed pathogens (bioherbicides), and effects on an important pyridoxal requiring enzyme, cysteine synthase (CS, E.C. 4.2.99.8). Studies were performed on two weeds, i.e. , hemp sesbania [ Sesbania exaltata (Raf.) Rybd. Ex A.W. Hill] and sicklepod ( Senna obtusifolia ), and two pathogens, ( Colletotrichum truncatum and Alternaria cassiae ), that are bioherbicidal agents against hemp sesbania and sicklepod, respectively. Pathogenicity tests, and assays for extractable, and in vitro CS activities were utilized. Phytotoxicity bioassays indicated that the bulky t -butoxycarbonyl moiety substitution on the AOA molecule did not substantially hinder expression of biological activity of Boc-AOA in these tests. Generally, spray application of the compounds to young dark-grown seedlings caused little growth effects, but root-feeding of the chemicals reduced growth (stem elongation) in both weeds. Hemp sesbania was generally more tolerant than sicklepod to these compounds. The only apparent positive interaction of the chemicals with these pathogens was the Boc-AOA: C. truncatum combination treatment on hemp sesbania. Both compounds reduced extractable CS in the seedlings by 30%, 72 h after treatment. CS activity was reduced by 15% in hemp sesbania treated with C. truncatum but increased 20% above control levels after infection of sicklepod by A. cassiae . This latter effect suggests that CS may be involved in sicklepod defense mechanisms against this pathogen.
Amrhein, N., Godeke, J.H. and Kefeli, V.I. (1976) The Estimation of Relative Intracellular Phenylalanine Ammonia-Lyase (PAL) Activities and the Modulation in vivo and by in vitro Competitive Inhibitors. Berichte der Deutschen Botanischen Gesellshaft, 89, 247-259.
Braunstein, A.E. (1973) Amino Group Transfer. In: Boyer, P.D., Ed., The Enzymes, Vol. IX: Group Transfer, Part B, 3rd Edition, Academic Press, New York, 379-481. https://doi.org/10.1016/S1874-6047(08)60122-5
John, R.A., Charteris, A. and Fowler, L.J. (1987) The Reaction of Aminooxyacetate with Pyridoxyl Phosphate-Dependent Enzymes. Biochemistry Journal, 171, 771-779. https://doi.org/10.1042/bj1710771
Amrhein, N. and Wenker, D. (1979) Novel Inhibitors of Ethylene Production in Higher Plants. Plant & Cell Physiology, 20, 1635-1642. https://doi.org/10.1093/oxfordjournals.pcp.a075966
Miflin, B.J. and Lea, P.J. (1980) Ammonia Assimilation. In: Stumpf, P.K. and Conn, E., Eds., The Biochemistry of Plants, Vol. 5, Academic Press, New York, 169-202. https://doi.org/10.1016/B978-0-12-675405-6.50010-3
Hopper, S. and Segal, H.L. (1962) Kinetic Studies of Rat Liver Glutamic-Alanine Transaminase. Journal of Biological Chemistry, 237, 3189-3195. https://doi.org/10.1016/S0021-9258(18)50142-3
Hopper, S. and Segal, H.L. (1964) Comparative Properties of Glutamic-Alanine Transaminase from Several Sources. Archives of Biochemistry and Biophysics, 105, 501-505. https://doi.org/10.1016/0003-9861(64)90042-6
Hoagland, R.E. and Duke, S.O. (1982) Effects of Glyphosate on Metabolism of Phenolic Compounds VII. Comparison of the Effects of Aminooxyacetate and Glyphosate. Plant & Cell Physiology, 23, 1081-1088.
Charudattan, R. (2005) Ecological, Practical, and Political Inputs into Selection of Weed Targets: What Makes a Good Biological Control Target? Biological Control, 35, 183-196. https://doi.org/10.1016/j.biocontrol.2005.07.009
Hoagland, R.E. (1990) Microbes and Microbial Products as Herbicides. American Chemical Society, Washington DC. https://doi.org/10.1021/bk-1990-0439
TeBeest, D.O. (1991) Microbial Control of Weeds. Chapman and Hall, New York. https://doi.org/10.1007/978-1-4615-9680-6
Hoagland, R.E. (2001) Microbial Allelochemicals and Pathogens as Bioherbicidal Agents. Weed Technology, 15, 835-857. https://doi.org/10.1614/0890-037X(2001)015[0835:MAAPAB]2.0.CO;2
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Hoagland, R.E. and Boyette, C.D. (2016) Controlling Herbicide-Susceptible, -Tolerant and -Resistant Weeds with Microbial Bioherbicides. Outlooks on Pest Management, 27, 256-266. https://doi.org/10.1564/v27_dec_04
Duke S.O., Scheffler, B.E., Boyette, C.D. and Dayan, F.E. (2015) Biotechnology in weed control. In: Kirk-Othmer Encyclopedia of Chemical Technology, John Wiley & Sons, Inc., New York, 1-25. https://doi.org/10.1002/0471238961.herbduke.a01.pub2
Kremer, R.J. (2019) Bioherbicides and Nanotechnology: Current Status and Future Trends. In: Kremer, R.J., Ed., Nano-Biopesticides Today and Future Perspectives, Academic Press, New York, 353-366. https://doi.org/10.1016/B978-0-12-815829-6.00015-2
Hoagland, R.E. (1999) Plant Pathogens and Microbial Products as Agents for Biological Weed Control. In: Tewari J.P., Lakhanpal, T.N., Singh J., Gupta R. and Chamola, B.P., Eds., Advances in Microbial Biotechnology, APH Publishing Corp., New Delhi, 214-255.
Massala, R., Legrand, M. and Fritig, B. (1987) Comparative Effects of Two Competitive Inhibitors of Phenylalanine Ammonia-lyase on the Hypersensitive Resistance of Tobacco to Tobacco Mosaic Virus. Plant Physiology and Biochemistry, 25, 217-225.
Brammall, R.A. and Higgins, V.J. (1988) The Effect of Glyphosate on Resistance of Tomato to Fusarium Crown and Root Rot Disease and on the Formation of Host Structural Defensive Barriers. Canadian Journal of Botany, 66, 1547-1555. https://doi.org/10.1139/b88-213
Mayama, S., Tani, T. and Matuura, Y. (1981) The Production of Phytoalexins by Oat in Response to Crown Rust, Puccinia coronata f. sp. avenae. Physiological Plant Pathology, 19, 217-226. https://doi.org/10.1016/S0048-4059(81)80024-0
Hirase, K. and Molin, W. (2003) Sulfur Assimilation in Plants and Weed Control: Potential Targets for Novel Herbicides and Action Sites of Certain Safeners. Weed Biology and Management, 3, 147-157. https://doi.org/10.1046/j.1445-6664.2003.00098.x
Kloti, A, Woessner, J., Zayed, A., Boyes, D., Davis, K., Hamilton, C., Ascenzi, R. and Hoffman, N. (2002) Cysteine Synthase Is Essential for Plant Growth and Can Be Used for the Identification of Herbicidal Inhibitors of Cysteine Synthase Expression or Activity. PCT Int. Appl. WO 02 46,451.
Kuske, C.R., Ticknor, L.O., Guzman, E., Gurley, L.R., Valdez, J.G., Thompson, M.E. and Jackson, P.J. (1994) Purification and Characterization of O-Acetylserine Sulfhydrylase Isoenzymes from Datura innoxia. Journal of Biology, 269, 6223-6232. https://doi.org/10.1016/S0021-9258(17)37591-9
Masada, M., Fukushima, K. and Tamura, G. (1975) Cysteine Synthase from Rape Leaves. Journal of Biochemistry, 77, 1107-1115. https://doi.org/10.1093/oxfordjournals.jbchem.a130811
Tumura, G., Iwasawa, T., Masada, M. and Fukushima, K. (1976) Some Properties of Cysteine Synthase from Radish Roots. Agricultural Biological Chemistry, 40, 637-638. https://doi.org/10.1271/bbb1961.40.637
Hirase, K. and Molin, W.T. (2002) Differential Cysteine Synthase Activity and Alachlor Susceptibility in Five Crops and Six Weed Species. Pesticide Biochemistry and Physiology, 72, 169-177. https://doi.org/10.1016/S0048-3575(02)00005-6
Hirase, K. and Molin, W.T. (2001) Characterization of Cysteine Synthase in Echinochloa crus-galli L. and Its Inhibition by Substrate Analogs. Pesticide Biochemistry and Physiology, 69, 189-197. https://doi.org/10.1006/pest.2000.2532
Hirase, K. and Molin, W.T. (2001) Effects of Inhibitors of Pyridoxyl-5’-Phosphate-Dependent Enzymes on Cysteine Synthase in Echinochloa crus-galli L. Pesticide Biochemistry and Physiology, 70, 180-188. https://doi.org/10.1006/pest.2001.2553
Hirase, K. and Molin, W.T. (2001) Effect of Flurazole and Other Safeners for Chloroacetanilide Herbicides on Cysteine Synthase in Sorghum Shoots. Pesticide Biochemistry and Physiology, 71, 116-123. https://doi.org/10.1006/pest.2001.2567
Boyette, C.D. (1991) Host Range and Virulence of Colletotrichum truncatum, a Potential Mycoherbicide for Hemp Sesbania (Sesbania exaltata). Plant Disease, 75, 62-64. https://doi.org/10.1094/PD-75-0062
Walker, H.L. (1982) A Seedling Blight of Sicklepod Caused by Alternaria cassiae. Plant Disease, 66, 426-428. https://doi.org/10.1094/PD-66-426
Walker, H.L. and Boyette, C.D. (1985) Biocontrol of Sicklepod Cassia obtnsifolia in Soybeans (Glycine max) with Alternaria cassiae. Weed Science, 33, 212-215. https://doi.org/10.1017/S0043174500082126
Dowler, C.C. (1992) Weed Survey—Southern States. Proceedings of the Southern Weed Science Society, 45, 392-407.
Hoagland, R.E. (1995) Hydroponic Seedling Bioassay for the Bioherbicides Collectotrichum truncatum and Alternaria cassiae. Biocontrol Science & Technology, 5, 251-259. https://doi.org/10.1080/09583159550039710
Gaitonde, M.K. (1967) A Spectrophotometric Method for the Determination of Cysteine in the Presence of Other Naturally Occurring Amino Acids. Biochemistry Journal, 104, 627-633. https://doi.org/10.1042/bj1040627
Bradford, M.M. (1976) A Rapid and Sensitive Method for the Quantitation of Microgram Quantities of Protein Utilizing the Principal of Protein-Dye Binding. Analytical Biochemistry, 72, 248-254. https://doi.org/10.1016/0003-2697(76)90527-3
Hiscox, J.D. and Israelstam, G.F. (1979) A Method for the Extraction of Chlorophyll from Leaf Tissue without Maceration. Canadian Journal of Botany, 57, 1332-1334. https://doi.org/10.1139/b79-163
Nakamoto, H., Ku, M.S.B. and Edwards, G.E. (1982) Inhibition of C4 Photosynthesis by (Benzamidooxy)acetic Acid. Photosynthesis Research, 3, 293-305. https://doi.org/10.1007/BF00034110
Nano, G.M. and Bellando, M. (1972) On a New Unusual Metabolite from Irpex pachyodon (Pers) Quel. Tetrahedron Letters, 13, 1195-1196. https://doi.org/10.1016/S0040-4039(01)84544-5
Gardner, G. and Sanborn, J.R. (1989) Aryl-Substituted α-Aminooxycarboxylic Acids—A New Class of Auxin Transport Inhibitors. Plant Physiology, 90, 219-295. https://doi.org/10.1104/pp.90.1.291
Wymore, L.A., Poirier, C., Watson, A.K. and Gotleib, A.R. (1988) Colletotrichum coccodes, a Potential Bioherbicide for Control of Velvetleaf (Abutilon theophrasti). Plant Disease, 72, 534-538. https://doi.org/10.1094/PD-72-0534